Already a week behind "schedule".
Deer in the Headlights.
This site is now rolling on Drupal 8.5, Centos 16 and Linux 4.4
I came close to just ditching Drupal and using Ghost for this site, but it was faster to rebuild it on a new image vs new container/software to learn.
These upgrades almost lost me on Drupal and I've been using it from the beginning.
Still here. It's still cool. Procrastination paid off.